Are yards well-kept in Shady Side, MD?

As of early 2026, 97% of users say yards are well-kept

Is a car needed in Shady Side, MD?

As of early 2026, 96% of users say car is needed

Is Shady Side, MD dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Do kids play outside in Shady Side, MD?

As of early 2026, 89% of users say kids play outside

Would people walk alone at night in Shady Side, MD?

As of early 2026, 81% of users say people would walk alone at night

Is Shady Side, MD quiet?

As of early 2026, 76% of users say it's quiet

Is parking easy in Shady Side, MD?

As of early 2026, 76% of users say parking is easy

Are neighbors friendly in Shady Side, MD?

As of early 2026, 73% of users say neighbors are friendly

Is there wildlife in Shady Side, MD?

As of early 2026, 73% of users say there's wildlife

Does Shady Side, MD show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Do residents of Shady Side, MD plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are there community events in Shady Side, MD?

As of early 2026, 43% of users say there are community events

Is Shady Side, MD walkable to restaurants?

As of early 2026, 32% of users say it's walkable to restaurants

Are the streets well-lit in Shady Side, MD?

As of early 2026, 29% of users say streets are well-lit

Is Shady Side, MD walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

OFF MARKET

1244 Pine Ave
Shady Side, MD 20764

4 Beds
2 Baths
2,741 sqft (on 0.34 acres)

$682,900

Trulia Estimate

as of May 19, 2026

Est. Refi. Payment $3,944/mo*

Refinance Your Home

$682,900

Trulia Estimate

as of May 19, 2026

Est. Refi. Payment $3,944/mo*

Refinance Your Home

4 Beds

2 Baths

2,741 sqft

(on 0.34 acres)

Local Information

-- mins to

Commute Destination

Description

Beautiful updated home with amazing water views & outstanding community amenities. Newer granite counter top, cabinets, stainless steel app. & tiled back splash. All new carpet, paint, updated siding, roof and windows. Price includes an additional 5,000 sq st lot for a total of .34.5 ac. Sip your coffee on your screened porch or deck. Water/Bay priv,pier/dock,comm house, tot lots & boat slips.

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

No Info

Outdoor

Porch, Patio, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

No Info

Home Details for 1244 Pine Ave

Interior Features
Heating & Cooling Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details Additional StorageAtticTypes of Rooms: Family RoomStorage
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows
Security Security System

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: StuccoPatioPorch
Parking & Garage Parking: Off Street

Property Information
Year Built Year Built: 1950
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.34 acres

Price History for 1244 Pine Ave

Date	Price	Event	Source
09/29/2015	$393,000	Sold	N/A
Recording Date 09/29/2015 County Transfer Tax N/A Total Transfer Tax N/A
08/30/2015	$399,000	Pending	Agent Provided

07/24/2015	$399,000	PriceChange	Agent Provided
Price Change $8,900 (-2%)
06/24/2015	$407,900	PriceChange	Agent Provided
Price Change $1,000 (-0%)
06/12/2015	$408,900	PriceChange	Agent Provided
Price Change $1,000 (-0%)
05/28/2015	$409,900	PriceChange	Agent Provided
Price Change $5,000 (-1%)
05/24/2015	$414,900	PriceChange	Agent Provided
Price Change $5,000 (-1%)
05/07/2015	$419,900	PriceChange	Agent Provided
Price Change $10,000 (-2%)
04/01/2015	$429,900	Listed For Sale	Agent Provided

09/13/2014	$440,000	ListingRemoved	Agent Provided

09/03/2014	$440,000	PriceChange	Agent Provided
Price Change $30,000 (-6%)
08/16/2014	$470,000	PriceChange	Agent Provided
Price Change $6,000 (-1%)
08/03/2014	$476,000	PriceChange	Agent Provided
Price Change $3,000 (-1%)
07/21/2014	$479,000	PriceChange	Agent Provided
Price Change $21,000 (-4%)
06/19/2014	$500,000	PriceChange	Agent Provided
Price Change $10,000 (-2%)
06/05/2014	$510,000	PriceChange	Agent Provided
Price Change $15,000 (-3%)
05/25/2014	$525,000	Listed For Sale	Agent Provided

12/28/2000	$224,000	Sold	N/A
Recording Date 12/28/2000 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$8,275
Assessment	$590,333

Home facts updated by county records

Comparable Sales for 1244 Pine Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
1240 Pine Ave, Shady Side, MD	0.03	Single-Family Home	$460,000	03/20/26	3	2	1,500
4931 Mariners Dr, Shady Side, MD	0.21	Single-Family Home	$464,000	04/08/26	3	2	1,512
5191 Spring Ave, Shady Side, MD	0.15	Single-Family Home	$469,000	04/21/26	4	3	1,632
1440 Cedarhurst Rd, Shady Side, MD	0.63	Single-Family Home	$439,000	09/29/25	4	2	2,440
1192 Oak Ave, Shady Side, MD	0.19	Single-Family Home	$449,950	10/16/25	3	2	1,224
1216 Grove Ave, Shady Side, MD	0.13	Single-Family Home	$465,000	09/26/25	5	2.5	2,051
1195 Cedar Ave, Shady Side, MD	0.33	Single-Family Home	$674,900	11/05/25	4	2.5	2,710
1181 Cedar Ave, Shady Side, MD	0.33	Single-Family Home	$420,000	07/25/25	4	2	1,648
1208 Oak Ave, Shady Side, MD	0.18	Single-Family Home	$381,000	01/09/26	3	2	1,062
1215 Pine Ave, Shady Side, MD	0.16	Single-Family Home	$399,000	07/17/25	2	2	1,027

Assigned Schools

These are the assigned schools for 1244 Pine Ave.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Shady Side

At least 26 Trulia users voted on each feature.

97 % Say yards are well-kept
96 % Say car is needed
91 % Say it's dog friendly
89 % Say kids play outside
81 % Say people would walk alone at night
76 % Say it's quiet
76 % Say parking is easy
73 % Say neighbors are friendly
73 % Say there's wildlife
71 % Say there's holiday spirit
50 % Say they plan to stay for at least 5 years
43 % Say there are community events
32 % Say it's walkable to restaurants
29 % Say streets are well-lit
13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Krmotto@gmail.com
Resident
5y ago
"the bay is so close, and the neighborhood is perfect for our small family. bike rides are fun, and good schools we think! "
1
Flag
Julie F.
Resident
8y ago
"We have nice parks and water access, and boat slips. Neighbors are friendly and watch out for each other "
0
Flag
Renee B.
11y ago
" If you want to live in a country or water setting this is a great area for just that. It is a relatively easy commute into DC, Annapolis or Baltimore. If you want box stores forget it! it's all about keeping it local down here. Enjoy the diverse community of friendly people who like to kayak, fish, sail, bike ride, power boat, motorcycle, hunt, eat local crabs & oysters, the arts, history at Captain Avery Museum, ride horses and so much more!! I gave the traffic an Excellent rating compared to the congested surrounding areas, every now and then you might get behind a farmers tractor who usually pulls over to let you pass! Public Transportation, there is a Park & Ride 15min away that has an excellent commuter bus into DC. School buses yes. Senior Citizen busses available. Community Involvement - Small 4th of July Parade, Oyster Festival, and just some good old fashioned neighborhood get togethers. "
1
Flag
Elena H.
11y ago
"For a quaint existence on the water where waking up to the tranquility of birds singing and going to sleep following an uninhibited view of the night sky are your drivers, this bucolic neighborhood is perfect! Ideal neighborhood for the boating crowd and a weekend home. "
1
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 1244 Pine Ave

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$450,000
3 bd
2 ba
2,006 sqft
1217 Pine Ave,
Shady Side, MD 20764
RE/MAX One
NEW CONSTRUCTION
$649,990
4 bd
2.5 ba
2,710 sqft
1235 Spruce Ave,
Shady Side, MD 20764
RE/MAX United Real Estate
$399,900
4 bd
1.5 ba
1,399 sqft
1199 Oak Ave,
Shady Side, MD 20764
Long & Foster Real Estate, Inc.
$429,900
3 bd
1.5 ba
1,386 sqft
4912 Mariners Dr,
Shady Side, MD 20764
RE/MAX United Real Estate
3.04 ACRES
$729,900
3 bd
2 ba
1,866 sqft
1650 Cedar Ln,
Shady Side, MD 20764
Schwartz Realty, Inc.
0.57 ACRES
$750,000
4 bd
1.5 ba
2,144 sqft
1462 Snug Harbor Rd,
Shady Side, MD 20764
Schwartz Realty, Inc.
$550,000
4 bd
3 ba
1,905 sqft
1411 Haile Pkwy,
Shady Side, MD 20764
Redfin Corp
NEW CONSTRUCTION
$1,470,000
4 bd
3.5 ba
3,727 sqft
5235 Al Jones A Dr,
Shady Side, MD 20764
Hubble Bisbee Christie's International Real Estate
NEW CONSTRUCTION
$659,990
4 bd
2.5 ba
2,710 sqft
5314 Al Jones Dr,
Shady Side, MD 20764
Schwartz Realty, Inc.
$474,900
3 bd
2.5 ba
1,512 sqft
1512 Lincoln Rd,
Shady Side, MD 20764
Coldwell Banker Realty
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Shady Side
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Additional Cost

Homes for rent near 1244 Pine Ave

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PET FRIENDLY
$2,795/mo
3 bd
2.5 ba
1,414 sqft
1304 Avalon Blvd,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$3,150/mo
3 bd
1 ba
1,008 sqft
4921 Olive St,
Shady Side, MD 20764
NEW - 2 DAYS AGO
PET FRIENDLY
$1,800/mo
Total price
1 bd
1 ba
600 sqft
4740 Frederick Ave,
Shady Side, MD 20764
NEW - 1 DAY AGO
PET FRIENDLY
$2,550/mo
2 bd
1 ba
945 sqft
206 Maryland Ave,
Edgewater, MD 21037
APPLY INSTANTLY
$2,300/mo
3 bd
1 ba
1,100 sqft
5612 Dartmouth St,
Churchton, MD 20733
PET FRIENDLY
$2,395/mo
2 bd
1 ba
1,049 sqft
4807 Woods Wharf Rd,
Shady Side, MD 20764
$2,999/mo
2 bd
2 ba
1,364 sqft
1345 Ellicott Ave,
Churchton, MD 20733
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Off Market Homes Near 1244 Pine Ave

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SOLD
MAY 18, 2026
$375,000
2 bd
1 ba
1,111 sqft
1509 Callaway Dr,
Shady Side, MD 20764
Compass
SOLD
MAY 15, 2026
$575,000
2 bd
2 ba
1,902 sqft
1535 Ridgely Dr,
Edgewater, MD 21037
CENTURY 21 New Millennium
SOLD
MAY 15, 2026
$420,000
3 bd
2 ba
1,040 sqft
1469 Cedarhurst Rd,
Shady Side, MD 20764
Long & Foster Real Estate, Inc.
SOLD
MAY 15, 2026
$505,000
3 bd
2.5 ba
2,422 sqft
939 Main St,
Deale, MD 20751
TTR Sotheby's International Realty
SOLD
MAY 15, 2026
$875,000
4 bd
3 ba
2,496 sqft
819 Elm Dr,
West River, MD 20778
TTR Sotheby's International Realty
SOLD
MAY 15, 2026
$475,000
3 bd
2.5 ba
1,664 sqft
1237A Juniper St,
Shady Side, MD 20764
Anne Arundel Properties, Inc.
SOLD
MAY 14, 2026
$699,000
5 bd
3 ba
3,052 sqft
5235 Chalk Point Rd,
West River, MD 20778
Peninsula Properties, LLC.
SOLD
MAY 14, 2026
$400,000
3 bd
3 ba
1,344 sqft
5930 Sneed Dr,
Deale, MD 20751
Schwartz Realty, Inc.
SOLD
MAY 13, 2026
$515,000
4 bd
2.5 ba
1,890 sqft
1006 Henry Ave,
West River, MD 20778
Schwartz Realty, Inc.
SOLD
MAY 12, 2026
$370,000
3 bd
2.5 ba
768 sqft
5063 Lerch Dr,
Shady Side, MD 20764
RE/MAX United Real Estate
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Shady Side
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1244 Pine Ave, Shady Side, MD 20764 is a 4 bedroom, 2 bathroom, 2,741 sqft single-family home built in 1950. This property is not currently available for sale. 1244 Pine Ave was last sold on Sep 29, 2015 for $393,000. The current Trulia Estimate for 1244 Pine Ave is $682,900.

1244 Pine Ave
Shady Side, MD 20764

$682,900

$682,900

Local Information